5,6-Dichlorobenzimidazole riboside (Synonyms: DRB)

Name: 5,6-Dichlorobenzimidazole riboside
Brand: MedChemExpress
SKU: HY-14392
Rating: 5.0 (9 reviews)

Cat. No.: HY-14392 Purity: 99.89%: Data Sheet
COA

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5,6-Dichlorobenzimidazole riboside (DRB) is a nucleoside analog that inhibits several carboxyl-terminal domain kinases, including casein kinase II and cell cycle-dependent kinases (CDK). 5, 6-dichlorobenzimidazole riboside has antitumor activity. 5, 6-dichlorobenzimidazole riboside can induce apoptosis.

For research use only. We do not sell to patients.

CAS No. : 53-85-0

Size	Stock	Quantity

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Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
5 mg	In-stock	Estimated Time of Arrival: December 31
10 mg	In-stock	Estimated Time of Arrival: December 31
25 mg	In-stock	Estimated Time of Arrival: December 31
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Customer Review

Based on 9 publication(s) in Google Scholar

9 Publications Citing Use of MCE 5,6-Dichlorobenzimidazole riboside

RT-PCR

: 5,6-Dichlorobenzimidazole riboside purchased from MedChemExpress. Usage Cited in: J Extracell Vesicles. 2024 Aug;13(8):e12488. [Abstract]; PANC-1 EVs upregulated miR-31-5p levels in PSCs even under DRB (5,6-Dichlorobenzimidazole riboside, 10 μM) treatment.

: 5,6-Dichlorobenzimidazole riboside purchased from MedChemExpress. Usage Cited in: Cell Rep. 2022 Oct 25;41(4):111546. [Abstract]; Transcription inhibitors does not affect heat-mediated E7 mRNA downregulation. CaSki (E) and SiHa (F) cells were pretreated with or without two transcription inhibitors, triptolide and DRB (5,6-Dichlorobenzimidazole riboside) for 60 min, and subjected to HT (42℃, 60 min). Relative expression levels of E7, HSP70 and β-Actin mRNAs were measured by RT-qPCR.

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Biological Activity
Purity & Documentation
References
Customer Review

Description

Cellular Effect

Cell Line	Type	Value	Description	References
BSC-1	IC₅₀	30 μM Compound: 1f	Antiviral activity against HSV-1 (herpes simplex virus), determined by ELISA in quadruplicate wells using BSC-1 cells Antiviral activity against HSV-1 (herpes simplex virus), determined by ELISA in quadruplicate wells using BSC-1 cells	[PMID: 10882370]
HCT-116	GI₅₀	25 μM Compound: DRB	Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay	[PMID: 22225635]
HFF	IC₅₀	24 μM Compound: 1f	Visual cytotoxicity against stationary human foreskin fibroblasts (HFF) cells at the time of HCMV plaque enumeration Visual cytotoxicity against stationary human foreskin fibroblasts (HFF) cells at the time of HCMV plaque enumeration	[PMID: 10882370]
HFF	IC₅₀	24 μM Compound: DRB	Cytotoxicity against human foreskin fibroblasts (HFF) cells Cytotoxicity against human foreskin fibroblasts (HFF) cells	10.1016/S0960-894X(00)80628-9
HFF	IC₅₀	24 μM Compound: DRB	Compound was tested for visual cytotoxicity on human foreskin fibroblasts (HFF) cells Compound was tested for visual cytotoxicity on human foreskin fibroblasts (HFF) cells	[PMID: 10882375]
HFF	IC₅₀	24 μM Compound: DRB	Compound was evaluated for the visual cytotoxicity scored on HFF cells at time of HCMV plaque enumeration Compound was evaluated for the visual cytotoxicity scored on HFF cells at time of HCMV plaque enumeration	[PMID: 7562945]
HFF	IC₅₀	24 μM Compound: DRB	Tested for the visual cytotoxicity on HFF cells at the time of human cytomegalovirus (HCMV) plaque enumeration Tested for the visual cytotoxicity on HFF cells at the time of human cytomegalovirus (HCMV) plaque enumeration	[PMID: 8071942]
HFF	IC₅₀	24 μM Compound: DRB	Cytotoxicity produced in human foreskin fibroblasts (HFF) cells was estimated by visual scoring of cells unaffected by virus infection in the plaque-reduction assay. Cytotoxicity produced in human foreskin fibroblasts (HFF) cells was estimated by visual scoring of cells unaffected by virus infection in the plaque-reduction assay.	[PMID: 8784445]
HFF	IC₅₀	42 μM Compound: 1f	Antiviral activity against towne strain HCMV was determined by plaque reduction assay in duplicate wells using HFF cells Antiviral activity against towne strain HCMV was determined by plaque reduction assay in duplicate wells using HFF cells	[PMID: 10882370]
HFF	IC₅₀	42 μM Compound: DRB	Compound was tested for antiviral activity against human cytomegalovirus (HCMV) by plaque reduction assay using HFF cells Compound was tested for antiviral activity against human cytomegalovirus (HCMV) by plaque reduction assay using HFF cells	[PMID: 10882375]
Huh-7	CC₅₀	40.4 μM Compound: DRB	Cytotoxicity against dual-reporter HCV replicon Huh7 cells by measuring XTT end points after 72 hrs Cytotoxicity against dual-reporter HCV replicon Huh7 cells by measuring XTT end points after 72 hrs	[PMID: 17060518]
Huh-7	CC₅₀	60.7 μM Compound: DRB	Cytotoxicity against dual-reporter HCV replicon Huh7 cells by measuring FLuc reporter activity after 72 hrs Cytotoxicity against dual-reporter HCV replicon Huh7 cells by measuring FLuc reporter activity after 72 hrs	[PMID: 17060518]
Huh-7	EC₅₀	34.1 μM Compound: DRB	Antiviral activity against HCV 1b con1 in dual-reporter HCV replicon Huh7 cells by measuring hRLuc reporter activity after 72 hrs Antiviral activity against HCV 1b con1 in dual-reporter HCV replicon Huh7 cells by measuring hRLuc reporter activity after 72 hrs	[PMID: 17060518]
KB	IC₅₀	100 μM Compound: DRB	The inhibition of KB cell growth was determined The inhibition of KB cell growth was determined	[PMID: 8071942]
KB	IC₅₀	36 μM Compound: 1f	Compound was tested for the inhibition of KB cell growth in quadruplicate wells Compound was tested for the inhibition of KB cell growth in quadruplicate wells	[PMID: 10882370]
KB	IC₅₀	36 μM Compound: DRB	Compound was evaluated for the inhibition of KB cell growth determined in quadruplicate assay Compound was evaluated for the inhibition of KB cell growth determined in quadruplicate assay	[PMID: 7562945]
KB	IC₅₀	36 μM Compound: DRB	Inhibitory activity against growth of human epidermoid oral carcinoma KB cell line Inhibitory activity against growth of human epidermoid oral carcinoma KB cell line	[PMID: 8784445]
LP-1	IC₅₀	29.81 μM Compound: DRB	Cytotoxicity against human LP-1 cells after 72 hrs by alamar blue assay Cytotoxicity against human LP-1 cells after 72 hrs by alamar blue assay	[PMID: 15958589]
MCF7	GI₅₀	36 μM Compound: DRB	Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay	[PMID: 22225635]
NCI-H929	IC₅₀	20.13 μM Compound: DRB	Cytotoxicity against human NCI-H929 cells after 72 hrs by alamar blue assay Cytotoxicity against human NCI-H929 cells after 72 hrs by alamar blue assay	[PMID: 15958589]
OPM-2	IC₅₀	29.52 μM Compound: DRB	Cytotoxicity against human OPM2 cells after 72 hrs by alamar blue assay Cytotoxicity against human OPM2 cells after 72 hrs by alamar blue assay	[PMID: 15958589]
RPMI-8226	IC₅₀	46.79 μM Compound: DRB	Cytotoxicity against human RPM18226 cells after 72 hrs by alamar blue assay Cytotoxicity against human RPM18226 cells after 72 hrs by alamar blue assay	[PMID: 15958589]
U-266	IC₅₀	41.02 μM Compound: DRB	Cytotoxicity against human U266 cells after 72 hrs by alamar blue assay Cytotoxicity against human U266 cells after 72 hrs by alamar blue assay	[PMID: 15958589]
carcinoma cell line	IC₅₀	36 μM Compound: DRB	Compound was tested for inhibition activity of human oral carcinoma cell line (KB ) cells in quadruplicate assay. Compound was tested for inhibition activity of human oral carcinoma cell line (KB ) cells in quadruplicate assay.	[PMID: 10882375]

In Vitro

5,6-Dichlorobenzimidazole riboside (10-80 μg/mL, 72 h) induces p53-dependent apoptosis of human colon cancer cells by blocking RNA synthesis^[5].
5,6-Dichlorobenzimidazole riboside (10-100 μM, 72 h) induces apoptosis of human MCF-7 breast cancer cells by regulating Mcl-1 and BclxL. And activates members of the caspase family in a time - and dose-dependent manner^[6].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Western Blot Analysis^[5]

Cell Line:	LS174T, HT29, SW48
Concentration:	80 μg/mL
Incubation Time:	24 h
Result:	Decreased incorporation of [5,6-3H] uridine and increased level of p53 protein.

Cell Viability Assay^[6]

Cell Line:	MCF-7, T-47D
Concentration:	10, 50, 75,100 μM
Incubation Time:	72 h
Result:	Inhibited cell-growth in a dose-dependent manner. Resulted in a higher early apoptotic population (5.7 ± 1.1 vs. 2 ± 0.4%) and late apoptotic population (15.9 ± 2.4 vs. 7.7 ± 0.9%) at a concentration of 75 μM.

Western Blot Analysis^[6]

Cell Line:	MCF-7
Concentration:	75 μM
Incubation Time:	0.5, 2, 6, 10 h
Result:	Reduced Mcl-1 protein levels in a time-dependent manner and increased the level of p53 after 6 h.

In Vivo

5,6-Dichlorobenzimidazole riboside (2.0-3.0 mg/0.25 mL water,  intraperitoneally injected twice a day for 5 days) does not inhibit the multiplication of the PR8 strain of influenza virus in mice^[7].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial

Molecular Weight

319.14

Formula

C₁₂H₁₂Cl₂N₂O₄

CAS No.

53-85-0

Appearance

Solid

Color

White to off-white

SMILES

OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=CC(Cl)=C(Cl)C=C3N=C2)O1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMF : 100 mg/mL (313.34 mM; Need ultrasonic)

DMSO : 100 mg/mL (313.34 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Ethanol : 7.69 mg/mL (24.10 mM; Need ultrasonic)

H₂O : < 0.1 mg/mL (insoluble)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.1334 mL	15.6671 mL	31.3342 mL
5 mM	0.6267 mL	3.1334 mL	6.2668 mL
10 mM	0.3133 mL	1.5667 mL	3.1334 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (7.83 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (7.83 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.5 mg/mL (7.83 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.95%

Select Batch:

Data Sheet (283 KB) SDS (396 KB)

COA (253 KB) HNMR (273 KB) LCMS (267 KB)

Handling Instructions (2659 KB)

References

[1]. Zandomeni RO. Kinetics of inhibition by 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole on calf thymus casein kinase II. Biochem J. 1989 Sep 1;262(2):469-73. [Content Brief]

[2]. Yankulov K, et al. The transcriptional elongation inhibitor 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole inhibits transcription factor IIH-associated protein kinase. J Biol Chem. 1995 Oct 13;270(41):23922-5. [Content Brief]

[3]. Rickert P, et al. Cyclin C/CDK8 and cyclin H/CDK7/p36 are biochemically distinct CTD kinases. Oncogene. 1999 Jan 28;18(4):1093-102. [Content Brief]

[4]. Schang LM. Cyclin-dependent kinases as cellular targets for antiviral drugs. J Antimicrob Chemother. 2002 Dec;50(6):779-92. [Content Brief]

[5]. te Poele RH, et al. RNA synthesis block by 5, 6-dichloro-1-beta-D-ribofuranosylbenzimidazole (DRB) triggers p53-dependent apoptosis in human colon carcinoma cells. Oncogene. 1999 Oct 14;18(42):5765-72. [Content Brief]

[6]. Kuo YH,et al. 5,6-Dichloro-1-β-D-ribofuranosylbenzimidazole (DRB) induces apoptosis in breast cancer cells through inhibiting of Mcl-1 expression. Sci Rep. 2023 Aug 3;13(1):12621 [Content Brief]

[7]. Kissman H M, et al. Synthesis and biological properties of certain 5, 6-dichlorobenzimidazole ribosides. Journal of the American Chemical Society, 1957, 79(5): 1185-1188

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

Ethanol / DMF / DMSO	1 mM	3.1334 mL	15.6671 mL	31.3342 mL	78.3355 mL
	5 mM	0.6267 mL	3.1334 mL	6.2668 mL	15.6671 mL
	10 mM	0.3133 mL	1.5667 mL	3.1334 mL	7.8336 mL
	15 mM	0.2089 mL	1.0445 mL	2.0889 mL	5.2224 mL
	20 mM	0.1567 mL	0.7834 mL	1.5667 mL	3.9168 mL
DMF / DMSO	25 mM	0.1253 mL	0.6267 mL	1.2534 mL	3.1334 mL
	30 mM	0.1044 mL	0.5222 mL	1.0445 mL	2.6112 mL
	40 mM	0.0783 mL	0.3917 mL	0.7834 mL	1.9584 mL
	50 mM	0.0627 mL	0.3133 mL	0.6267 mL	1.5667 mL
	60 mM	0.0522 mL	0.2611 mL	0.5222 mL	1.3056 mL
	80 mM	0.0392 mL	0.1958 mL	0.3917 mL	0.9792 mL
	100 mM	0.0313 mL	0.1567 mL	0.3133 mL	0.7834 mL

5,6-Dichlorobenzimidazole riboside Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

5,6-Dichlorobenzimidazole riboside53-85-0DRBCDKApoptosisCyclin dependent kinaseInhibitorAntitumorLS174TMCF-7RNA synthesisinhibitorinhibit

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5,6-Dichlorobenzimidazole riboside (Synonyms: DRB)

Customer Review

5,6-Dichlorobenzimidazole riboside Related Antibodies

9 Publications Citing Use of MCE 5,6-Dichlorobenzimidazole riboside

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Biological Activity

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References

Customer Review

5,6-Dichlorobenzimidazole riboside Related Antibodies

Molarity Calculator

Dilution Calculator

Complete Stock Solution Preparation Table

5,6-Dichlorobenzimidazole riboside Related Classifications

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